1070898-72-4Relevant academic research and scientific papers
Direct asymmetric amination of α-branched cyclic ketones catalyzed by a chiral phosphoric acid
Yang, Xiaoyu,Toste, F. Dean
supporting information, p. 3205 - 3208 (2015/03/30)
Here we report the direct asymmetric amination of α-substituted cyclic ketones catalyzed by a chiral phosphoric acid, yielding products with a N-containing quaternary stereocenter in high yields and excellent enantioselectivities. Kinetic resolution of the starting ketone was also found to occur on some of the substrates under milder conditions, providing enantioenriched α-branched ketones, another important building block in organic synthesis. The utility of this methodology was demonstrated in the short synthesis of (S)-ketamine, the more active enantiomer of this versatile pharmaceutical.
Samarium diiodide-promoted electrophilic amination of ketone enolates: efficient synthesis of quaternary carbon-containing α-aminated ketones
Sun, Xing-Wen,Wang, Wei,Xu, Ming-Hua,Lin, Guo-Qiang
, p. 5807 - 5809 (2008/12/22)
An efficient and practical electrophilic amination method that allows the preparation of useful quaternary carbon-containing α-aminoketones was developed. The reaction proceeds regiospecifically via a samarium enolate intermediate at room temperature in the presence of mild reducing agent SmI2. Unlike the most reported lithium enolate cases, this new amination method does not require the use of strong base such as BuLi or LDA.
